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- Title
A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones.
- Authors
Trifonova, Evgeniya A.; Ankudinov, Nikita M.; Mikhaylov, Andrey A.; Chusov, Denis A.; Nelyubina, Yulia V.; Perekalin, Dmitry S.
- Abstract
Abstract: The rapid development of enantioselective C−H activation reactions has created a demand for new types of catalysts. Herein, we report the synthesis of a novel planar‐chiral rhodium catalyst [(C5H2tBu2CH2tBu)RhI2]2 in two steps from commercially available [(cod)RhCl]2 and tert‐butylacetylene. Pure enantiomers of the catalyst were obtained through separation of its diastereomeric adducts with natural (S)‐proline. The catalyst promoted enantioselective reactions of aryl hydroxamic acids with strained alkenes to give dihydroisoquinolones in high yields (up to 97 %) and with good stereoselectivity (up to 95 % ee).
- Subjects
PLANAR chirality; RHODIUM catalysts; ENANTIOSELECTIVE catalysis; HYDROXAMIC acids; ALKENES; DICARBOXIMIDES
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 26, p7840
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201801703